2-hydroxy-6-oxonona-2,4-dienedioate hydrolase

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2-hydroxy-6-oxonona-2,4-dienedioate hydrolase
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EC no. 3.7.1.14
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2-hydroxy-6-oxonona-2,4-dienedioate hydrolase (EC 3.7.1.14, mhpC (gene)) is an enzyme with systematic name (2Z,4E)-2-hydroxy-6-oxona-2,4-dienedioate succinylhydrolase. [1] [2] [3] [4] [5] [6] This enzyme catalyses the following chemical reaction:

  1. (2Z,4E)-2-hydroxy-6-oxonona-2,4-diene-1,9-dioate + H2O (2Z)-2-hydroxypenta-2,4-dienoate + succinate
  2. (2Z,4E,7E)-2-hydroxy-6-oxonona-2,4,7-triene-1,9-dioate + H2O (2Z)-2-hydroxypenta-2,4-dienoate + fumarate

This enzyme catalyses a step in a pathway of phenylpropanoid compounds degradation.

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2-Succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate synthase, also known as SHCHC synthase is encoded by the menH gene in Escherichia coli and functions in the synthesis of vitamin K. The specific step in the synthetic pathway that SHCHC synthase catalyzes is the conversion of 5-enolpyruvoyl-6-hydroxy-2-succinylcyclohex-3-ene-1-carboxylate to (1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate and pyruvate.

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2-Hydroxymuconate-6-semialdehyde dehydrogenase (EC 1.2.1.85, xylG [gene], praB [gene] ) is an enzyme with systematic name (2E,4Z)-2-hydroxy-6-oxohexa-2,4-dienoate:NAD+ oxidoreductase. This enzyme catalyses the following chemical reaction

3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate dehydrogenase is an enzyme with systematic name 3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate:NAD+ oxidoreductase. It is produced by the gene hcaB. This enzyme catalyses the following chemical reaction:

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3-(3-hydroxyphenyl)propanoate hydroxylase (EC 1.14.13.127, mhpA (gene)) is an enzyme with systematic name 3-(3-hydroxyphenyl)propanoate,NADH:oxygen oxidoreductase (2-hydroxylating). This enzyme catalyses the following chemical reaction

3-oxo-5,6-dehydrosuberyl-CoA semialdehyde dehydrogenase (EC 1.17.1.7, paaZ (gene)) is an enzyme with systematic name 3-oxo-5,6-dehydrosuberyl-CoA semialdehyde:NADP+ oxidoreductase. This enzyme catalyses the following chemical reaction

Putrescine aminotransferase (EC 2.6.1.82, putrescine-alpha-ketoglutarate transaminase, YgjG, putrescine:alpha-ketoglutarate aminotransferase, PAT, putrescine:2-oxoglutarate aminotransferase, putrescine transaminase) is an enzyme with systematic name butane-1,4-diamine:2-oxoglutarate aminotransferase. This enzyme catalyses the following chemical reaction

4-Hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl glucoside beta-D-glucosidase (EC 3.2.1.182, DIMBOAGlc hydrolase, DIMBOA glucosidase) is an enzyme with systematic name (2R)-4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl beta-D-glucopyranoside beta-D-glucosidase. This enzyme catalyses the following chemical reaction

2-hydroxy-6-oxo-6-(2-aminophenyl)hexa-2,4-dienoate hydrolase (EC 3.7.1.13, CarC) is an enzyme with systematic name (2E,4E)-6-(2-aminophenyl)-2-hydroxy-6-oxohexa-2,4-dienoate acylhydrolase. This enzyme catalyses the following chemical reaction

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3-Fumarylpyruvate hydrolase (EC 3.7.1.20, nagK (gene), naaD (gene)) is an enzyme with systematic name 3-fumarylpyruvate hydrolyase. This enzyme catalyses the following chemical reaction

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o-Succinylbenzoate synthase (OSBS) (EC 4.2.1.113) is an enzyme encoded by the menC gene in E.coli, and catalyzes the dehydration of 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate (SHCHC) to form 4-(2'-carboxyphenyl)-4-oxobutyrate, also called o-succinylbenzoate or OSB, hence the name of the enzyme. This reaction is the fourth step in the menaquinone biosynthetic pathway, which is used by bacteria to synthesize menaquinone, also known as vitamin K2.

2-hydroxyhexa-2,4-dienoate hydratase (EC 4.2.1.132, tesE (gene), hsaE (gene)) is an enzyme with systematic name 4-hydroxy-2-oxohexanoate hydro-lyase ((2Z,4Z)-2-hydroxyhexa-2,4-dienoate-forming). This enzyme catalyses the following chemical reaction

2-hydroxymuconate tautomerase is an enzyme with systematic name (2Z,4E)-2-hydroxyhexa-2,4-dienedioate keto-enol isomerase. This enzyme catalyses the following chemical reaction

References

  1. Burlingame R, Chapman PJ (July 1983). "Catabolism of phenylpropionic acid and its 3-hydroxy derivative by Escherichia coli". Journal of Bacteriology. 155 (1): 113–21. PMC   217659 . PMID   6345502.
  2. Burlingame RP, Wyman L, Chapman PJ (October 1986). "Isolation and characterization of Escherichia coli mutants defective for phenylpropionate degradation". Journal of Bacteriology. 168 (1): 55–64. PMC   213419 . PMID   3531186.
  3. Lam WW, Bugg TD (1994). "Chemistry of extradiol aromatic ring cleavage: isolation of a stable dienol ring fission intermediate and stereochemistry of its enzymatic hydrolytic cleavage". J. Chem. Soc., Chem. Commun. 10 (10): 1163–1164. doi:10.1039/c39940001163.
  4. Lam WW, Bugg TD (October 1997). "Purification, characterization, and stereochemical analysis of a C-C hydrolase: 2-hydroxy-6-keto-nona-2,4-diene-1,9-dioic acid 5,6-hydrolase". Biochemistry. 36 (40): 12242–51. doi:10.1021/bi971115r. PMID   9315862.
  5. Ferrández A, Garciá JL, Díaz E (April 1997). "Genetic characterization and expression in heterologous hosts of the 3-(3-hydroxyphenyl)propionate catabolic pathway of Escherichia coli K-12". Journal of Bacteriology. 179 (8): 2573–81. PMC   179006 . PMID   9098055.
  6. Díaz E, Ferrández A, García JL (June 1998). "Characterization of the hca cluster encoding the dioxygenolytic pathway for initial catabolism of 3-phenylpropionic acid in Escherichia coli K-12". Journal of Bacteriology. 180 (11): 2915–23. PMC   107259 . PMID   9603882.